#------------------------------------------------------------------------------
#$Date: 2016-03-25 17:03:15 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180001 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/95/7029583.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7029583
loop_
_publ_author_name
'Vuong, Khuong Q.'
'Wong, Chin M.'
'Bhadbhade, Mohan'
'Messerle, Barbara A.'
_publ_section_title
;
 Bi- and tri-metallic Rh and Ir complexes containing click derived bis-
 and tris-(pyrazolyl-1,2,3-triazolyl) N-N' donor ligands and their
 application as catalysts for the dihydroalkoxylation of alkynes.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7540
_journal_page_last               7553
_journal_paper_doi               10.1039/c3dt53295j
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C20 H20 N10'
_chemical_formula_sum            'C20 H20 N10'
_chemical_formula_weight         400.46
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.184(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   21.252(4)
_cell_length_b                   4.4589(9)
_cell_length_c                   10.309(2)
_cell_measurement_reflns_used    2568
_cell_measurement_temperature    181(2)
_cell_measurement_theta_max      27.618
_cell_measurement_theta_min      3.896
_cell_volume                     961.5(3)
_computing_cell_refinement       'APEX2 (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'APEX2 (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      181(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker kappa APEXII CCD Diffractometer'
_diffrn_measurement_method       'φ scans, and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6785
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2001)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plates
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.803
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1696
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.803
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.3594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1215
_reflns_number_gt                1398
_reflns_number_total             1696
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt53295j2.cif
_cod_data_source_block           khuong23_p21byc_Ligand1c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 7029582--7029586.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7029583
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.05537(7) 0.3480(3) 0.05843(13) 0.0280(4) Uani 1 1 d .
C2 C -0.00216(7) 0.3014(3) 0.10153(14) 0.0306(4) Uani 1 1 d .
H2 H -0.0040 0.1642 0.1713 0.037 Uiso 1 1 calc R
C3 C -0.05664(7) 0.4520(4) 0.04424(14) 0.0310(4) Uani 1 1 d .
H3 H -0.0955 0.4185 0.0754 0.037 Uiso 1 1 calc R
C4 C 0.11485(7) 0.1791(4) 0.11836(15) 0.0333(4) Uani 1 1 d .
H4A H 0.1034 0.0235 0.1787 0.040 Uiso 1 1 calc R
H4B H 0.1325 0.0766 0.0475 0.040 Uiso 1 1 calc R
N1A' N 0.16405(6) 0.3755(3) 0.19149(11) 0.0293(3) Uani 1 1 d .
N2A' N 0.16261(7) 0.4460(4) 0.31648(13) 0.0469(4) Uani 1 1 d .
N3A' N 0.21131(7) 0.6260(4) 0.35587(15) 0.0511(5) Uani 1 1 d .
C4A' C 0.24312(7) 0.6687(4) 0.25546(16) 0.0360(4) Uani 1 1 d .
C5A' C 0.21300(7) 0.5110(4) 0.15035(15) 0.0344(4) Uani 1 1 d .
H5A' H 0.2243 0.4993 0.0653 0.041 Uiso 1 1 calc R
C5 C 0.30328(8) 0.8517(4) 0.2718(2) 0.0521(5) Uani 1 1 d .
H5A H 0.3015 0.9876 0.1953 0.063 Uiso 1 1 calc R
H5B H 0.3065 0.9766 0.3521 0.063 Uiso 1 1 calc R
N1A N 0.35942(6) 0.6620(3) 0.28224(13) 0.0364(4) Uani 1 1 d .
N2A N 0.37602(7) 0.5454(4) 0.17278(14) 0.0470(4) Uani 1 1 d .
C3A C 0.42535(8) 0.3705(4) 0.21817(18) 0.0457(5) Uani 1 1 d .
H3A H 0.4480 0.2567 0.1634 0.055 Uiso 1 1 calc R
C4A C 0.44011(8) 0.3721(4) 0.35326(18) 0.0456(5) Uani 1 1 d .
H4A1 H 0.4733 0.2650 0.4080 0.055 Uiso 1 1 calc R
C5A C 0.39651(8) 0.5620(4) 0.39128(16) 0.0433(5) Uani 1 1 d .
H5A1 H 0.3932 0.6134 0.4793 0.052 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 C1 C2 118.51(14) 3_565 .
C3 C1 C4 120.39(14) 3_565 .
C2 C1 C4 121.07(14) . .
C3 C2 C1 120.70(14) . .
C3 C2 H2 119.7 . .
C1 C2 H2 119.7 . .
C2 C3 C1 120.79(14) . 3_565
C2 C3 H3 119.6 . .
C1 C3 H3 119.6 3_565 .
N1A' C4 C1 112.49(13) . .
N1A' C4 H4A 109.1 . .
C1 C4 H4A 109.1 . .
N1A' C4 H4B 109.1 . .
C1 C4 H4B 109.1 . .
H4A C4 H4B 107.8 . .
N2A' N1A' C5A' 110.66(13) . .
N2A' N1A' C4 120.15(12) . .
C5A' N1A' C4 129.18(13) . .
N3A' N2A' N1A' 106.93(13) . .
N2A' N3A' C4A' 108.86(13) . .
N3A' C4A' C5A' 108.15(14) . .
N3A' C4A' C5 121.61(16) . .
C5A' C4A' C5 130.16(16) . .
N1A' C5A' C4A' 105.39(14) . .
N1A' C5A' H5A' 127.3 . .
C4A' C5A' H5A' 127.3 . .
N1A C5 C4A' 111.38(14) . .
N1A C5 H5A 109.4 . .
C4A' C5 H5A 109.4 . .
N1A C5 H5B 109.4 . .
C4A' C5 H5B 109.4 . .
H5A C5 H5B 108.0 . .
C5A N1A N2A 112.04(14) . .
C5A N1A C5 127.92(15) . .
N2A N1A C5 119.82(14) . .
C3A N2A N1A 103.89(14) . .
N2A C3A C4A 112.33(16) . .
N2A C3A H3A 123.8 . .
C4A C3A H3A 123.8 . .
C5A C4A C3A 104.49(16) . .
C5A C4A H4A1 127.8 . .
C3A C4A H4A1 127.8 . .
N1A C5A C4A 107.25(15) . .
N1A C5A H5A1 126.4 . .
C4A C5A H5A1 126.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C3 1.388(2) 3_565
C1 C2 1.388(2) .
C1 C4 1.507(2) .
C2 C3 1.378(2) .
C2 H2 0.9500 .
C3 C1 1.388(2) 3_565
C3 H3 0.9500 .
C4 N1A' 1.4662(19) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
N1A' N2A' 1.3319(18) .
N1A' C5A' 1.335(2) .
N2A' N3A' 1.316(2) .
N3A' C4A' 1.346(2) .
C4A' C5A' 1.354(2) .
C4A' C5 1.501(2) .
C5A' H5A' 0.9500 .
C5 N1A 1.451(2) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
N1A C5A 1.331(2) .
N1A N2A 1.345(2) .
N2A C3A 1.324(2) .
C3A C4A 1.372(3) .
C3A H3A 0.9500 .
C4A C5A 1.363(3) .
C4A H4A1 0.9500 .
C5A H5A1 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C3 C1 C2 C3 -0.5(2) 3_565 .
C4 C1 C2 C3 -178.58(13) . .
C1 C2 C3 C1 0.5(2) . 3_565
C3 C1 C4 N1A' 68.40(17) 3_565 .
C2 C1 C4 N1A' -113.52(16) . .
C1 C4 N1A' N2A' 84.66(17) . .
C1 C4 N1A' C5A' -93.69(17) . .
C5A' N1A' N2A' N3A' -0.50(19) . .
C4 N1A' N2A' N3A' -179.12(13) . .
N1A' N2A' N3A' C4A' 0.1(2) . .
N2A' N3A' C4A' C5A' 0.3(2) . .
N2A' N3A' C4A' C5 -176.81(15) . .
N2A' N1A' C5A' C4A' 0.65(18) . .
C4 N1A' C5A' C4A' 179.12(14) . .
N3A' C4A' C5A' N1A' -0.55(18) . .
C5 C4A' C5A' N1A' 176.19(16) . .
N3A' C4A' C5 N1A 103.7(2) . .
C5A' C4A' C5 N1A -72.7(2) . .
C4A' C5 N1A C5A -94.2(2) . .
C4A' C5 N1A N2A 79.9(2) . .
C5A N1A N2A C3A -0.51(19) . .
C5 N1A N2A C3A -175.54(14) . .
N1A N2A C3A C4A 0.3(2) . .
N2A C3A C4A C5A -0.1(2) . .
N2A N1A C5A C4A 0.5(2) . .
C5 N1A C5A C4A 175.02(15) . .
C3A C4A C5A N1A -0.2(2) . .
